3-[(4-Butoxy-benzenesulfonyl)-cyclohexylmethyl-amino]-3-(1H-imidazol-4-yl)-propionic acid

ID: ALA178114

PubChem CID: 44390099

Max Phase: Preclinical

Molecular Formula: C23H33N3O5S

Molecular Weight: 463.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCOc1ccc(S(=O)(=O)N(CC2CCCCC2)C(CC(=O)O)c2c[nH]cn2)cc1

Standard InChI:  InChI=1S/C23H33N3O5S/c1-2-3-13-31-19-9-11-20(12-10-19)32(29,30)26(16-18-7-5-4-6-8-18)22(14-23(27)28)21-15-24-17-25-21/h9-12,15,17-18,22H,2-8,13-14,16H2,1H3,(H,24,25)(H,27,28)

Standard InChI Key:  YONGEMOVPAWZET-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -0.5958    0.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3833   -0.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6708   -1.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0208    1.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1292    1.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5042   -1.8750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1292   -1.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8417    1.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833    1.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9042   -1.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292   -1.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3042   -1.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833    2.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8417    2.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1292    2.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  1  0
  5  3  1  0
  6  4  1  0
  7  1  1  0
  8  1  2  0
  9  1  2  0
 10  5  1  0
 11 14  1  0
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 15 10  2  0
 16  7  2  0
 17  7  1  0
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 21 17  2  0
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 25 22  1  0
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 29 28  1  0
 30 26  1  0
 31 25  1  0
 32 30  1  0
 19 20  2  0
 12 11  1  0
 32 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA178114

   3-[(4-butoxyphenyl)sulfonyl-(cyclohexylmethyl)amino]-3-(1H-imidazol-5-yl)propanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 463.60

Molecular Weight (Monoisotopic): 463.2141

AlogP: 4.38

#Rotatable Bonds: 12

Polar Surface Area: 112.59

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.64

CX Basic pKa: 6.17

CX LogP: 2.64

CX LogD: 1.44

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.45

Np Likeness Score: -0.71

References

1. Saha AK, End DW..  (2005)  Novel beta-(imidazol-4-yl)-beta-amino acids: solid-phase synthesis and study of their inhibitory activity against geranylgeranyl protein transferase type I.,  15  (6): [PMID:15745827] [10.1016/j.bmcl.2005.01.042]

Source

Source(1):

• Scientific Literature